446756
  -OEChem-11111916523D

 41 41  0     1  0  0  0  0  0999 V2000
    1.1191   -2.0412   -0.1191 P   0  0  1  0  0  0  0  0  0  0  0  0
    1.6128   -0.5719   -0.5461 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7802   -3.0336   -1.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879   -2.4233    1.3127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3393    0.6861    1.3204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725    0.6236   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0702    1.9727   -0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6387    0.6263    0.7661 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.0588    2.5359   -0.1485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0944   -0.0558   -0.0089 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7850    1.3698    0.2249 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4723   -1.0408    0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111   -2.0197   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -1.0436   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7791   -0.0385    0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1201    0.7993    0.5427 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8818   -0.0957   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8011    0.1160    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1471    1.1991   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.9037    0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2089    1.1979   -0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1411   -0.4180    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5021    1.6835   -0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4682    0.8757    0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239   -1.2903    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -0.0323    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480   -1.7703   -1.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -3.0349   -0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729   -0.7994   -1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3612   -2.0399   -0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6385    1.7241    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606   -0.7090   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2982   -0.8089    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0767   -0.1441    2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5619    0.7645    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659   -3.3103   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456   -1.9194    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4598    1.8313   -1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8691   -1.0761    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208    2.6960   -0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6593    0.9046   -2.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1 13  1  0  0  0  0
  2 17  1  0  0  0  0
  3 36  1  0  0  0  0
  5 15  2  0  0  0  0
  6 19  1  0  0  0  0
  6 41  1  0  0  0  0
  7 19  2  0  0  0  0
  8 11  1  0  0  0  0
  9 11  2  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 10 32  1  0  0  0  0
 11 24  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 15  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 16 31  1  0  0  0  0
 17 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 20 22  1  0  0  0  0
 20 37  1  0  0  0  0
 21 23  2  0  0  0  0
 21 38  1  0  0  0  0
 22 24  2  0  0  0  0
 22 39  1  0  0  0  0
 23 24  1  0  0  0  0
 23 40  1  0  0  0  0
M  CHG  2   8  -1  11   1
M  END
> <DATABASE_ID>
DB08377

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/KBXXIYHMPQZHCH-SECBINFHSA-N/SDF?record_type=3d

> <SMILES>
C[C@@H](NC(=O)CCCP(O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/t9-/m1/s1

> <INCHI_KEY>
KBXXIYHMPQZHCH-SECBINFHSA-N

> <FORMULA>
C13H17N2O8P

> <MOLECULAR_WEIGHT>
360.2564

> <EXACT_MASS>
360.072252042

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.211155529308044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-{4-[hydroxy(4-nitrophenoxy)phosphoryl]butanamido}propanoic acid

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.45837908433333385

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.715353103228107

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8033019084421584

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7620717334515175

> <JCHEM_POLAR_SURFACE_AREA>
156.07000000000002

> <JCHEM_REFRACTIVITY>
80.7186

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biib021

> <JCHEM_VEBER_RULE>
0

$$$$